289677-03-8

Basic information

• Product Name: 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI)
• Synonyms: 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI)
• CAS NO: 289677-03-8
• Molecular Formula: C16H10F3N3O
• Molecular Weight: 317.2653096
• Product Categories: NAPHTHYRIDINE
• Mol File: 289677-03-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI)(289677-03-8)
• EPA Substance Registry System: 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI)(289677-03-8)

Safety Data

• Hazardous Substances Data: 289677-03-8(Hazardous Substances Data)

Usage

Structure

A derivative of Naphthyridine with a trifluoromethylphenyl group attached to the nitrogen atom.

Molecular Weight

331.27 g/mol

Appearance

Likely a solid or crystalline compound, though specific appearance is not provided.

Medicinal Chemistry

Due to its diverse pharmacological activities, it may be used in the development of new drugs.

Drug Discovery

Its unique structure and properties make it a candidate for further research in drug discovery.

Organic Synthesis

It may be used as a building block or intermediate in the synthesis of other complex organic compounds.

Material Science

Its properties may be exploited in the development of new materials with specific characteristics.

Research and Development

The specific properties and potential uses of 1,8-Naphthyridine-2-carboxamide,N-[3-(trifluoromethyl)phenyl]-(9CI) make it a subject of interest for further research and development in various industries and technologies.

Upstream product

• 215523-34-5 1,8-naphthyridine-2-carboxylic acid 
• 98-16-8 3-trifluoromethylaniline 

Relevant articles and documents

A novel 1,8-naphthyridine-2-carboxamide derivative attenuates inflammatory responses and cell migration in lps-treated bv2 cells via the suppression of ros generation and tlr4/myd88/nf-κb signaling pathway

Novel 1,8-naphthyridine-2-carboxamide derivatives with various substituents (HSR2101-HSR2113) were synthesized and evaluated for their effects on the production of pro-inflammatory mediators and cell migration in lipopolysaccharide (LPS)-treated BV2 microglial cells. Among the tested compounds, HSR2104 exhibited the most potent inhibitory effects on the LPS-stimulated production of inflammatory mediators, including nitric oxide (NO), tumor necrosis factor-α, and interleukin-6. Therefore, this compound was chosen for further investigation. We found that HSR2104 attenuated levels of inducible NO synthase and cyclooxygenase 2 in LPS-treated BV2 cells. In addition, it markedly suppressed LPS-induced cell migration as well as the generation of intracellular reactive oxygen species (ROS). Moreover, HSR2104 abated the LPS-triggered nuclear translocation of nuclear factor-κB (NF-κB) through inhibition of inhibitor kappa Bα phosphorylation. Furthermore, it reduced the expressions of Toll-like receptor 4 (TLR4) and myeloid differentiation factor 88 (MyD88) in LPS-treated BV2 cells. Similar results were observed with TAK242, a specific inhibitor of TLR4, suggesting that TLR4 is an upstream regulator of NF-κB signaling in BV2 cells. Collectively, our findings demonstrate that HSR2104 exhibits anti-inflammatory and anti-migratory activities in LPS-treated BV2 cells via the suppression of ROS and TLR4/MyD88/NF-κB signaling pathway. Based on our observations, HSR2104 may have a beneficial impact on inflammatory responses and microglial cell migration involved in the pathogenesis of various neurodegenerative disorders.